GB1477293A - Tetralone and indanone derivatives and process for their preparations - Google Patents
Tetralone and indanone derivatives and process for their preparationsInfo
- Publication number
- GB1477293A GB1477293A GB686076A GB686076A GB1477293A GB 1477293 A GB1477293 A GB 1477293A GB 686076 A GB686076 A GB 686076A GB 686076 A GB686076 A GB 686076A GB 1477293 A GB1477293 A GB 1477293A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- formula
- phenylpiperidino
- meo
- spiro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/52—Oxygen atoms attached in position 4 having an aryl radical as the second substituent in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1477293 Piperidine-derived indanones and tetralones MERCK PATENT GmbH 20 Feb 1976 [22 Feb 1975 13 Dec 1975] 06860/76 Heading C2C The invention comprises compounds of formula and their physiologically acceptable acid addition salts, wherein R<SP>1</SP> is H, OH, RO (R=C 1-4 alkyl), C 3-6 cycloalkoxy, F, Cl, Br, NO 2 , NH 2 , NHR, N(R) 2 , C 1-6 acyloxy or C 1-4 acylamino and R<SP>2</SP> is H, OH or RO, or R<SP>1</SP>-R<SP>2</SP> forms -OCH 2 O-; R<SP>3</SP> is H or OH; Ar is Ph, possibly substituted by F, Cl, Br, CF 3 , R or RO; and n is 1 or 2. In examples, these compounds are prepared by forming the C : O group-containing ring or the piperidine ring, or by standard reactions in which substituents are introduced or interconverted. Starting materials and intermediates described are a tetralol analogue of (I); analogues of (I) in which the C : O is replaced by spiro-1,3-dioxolan or spiro-1,4-dithian; analogues of (I) containing a 2-α double bond, or Br instead of OH, or the dehydrobromo-derivative of the latter; 2- chloromethyl - 1 - tetralone; and compounds of formula CH 2 : CPh(CH 2 ) 2 NH 2 , ZCH 2 Y (where Z is 6,7-dimethoxy-1-oxo-2-tetralyl and Y is NMe 2 , N<SP>+</SP>Me 3 I<SP>-</SP> or 3,4-(MeO) 2 C 6 H 3 (CH 2 ) 2 C(CO 2 Et) :CHX (where X is OH or 4-hydroxy-4-phenylpiperidino) and 3,4(MeO) 2 C 6 H 3 (CH 2 ) 2 CH(CO 2 H)CH 2 X<SP>1</SP> and its ethyl ester (where X<SP>1</SP> is 4-hydroxy-4-phenylpiperidino). Therapeutic compositions having C.N.S. activity comprise compounds of the above formula, and may be administered orally, parenterally or rectally.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19752507782 DE2507782A1 (en) | 1975-02-22 | 1975-02-22 | Tetralone and indanone derivs - 2-substd. by 4-aryl-4-hydroxy-piperidinomethyl, with CNS depressant and microbicidal activity |
| DE19752556196 DE2556196A1 (en) | 1975-12-13 | 1975-12-13 | Tetralone and indanone derivs - 2-substd. by 4-aryl-4-hydroxy-piperidinomethyl, with CNS depressant and microbicidal activity |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1477293A true GB1477293A (en) | 1977-06-22 |
Family
ID=25768542
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB686076A Expired GB1477293A (en) | 1975-02-22 | 1976-02-20 | Tetralone and indanone derivatives and process for their preparations |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4016281A (en) |
| JP (1) | JPS51110573A (en) |
| AT (1) | AT353270B (en) |
| CA (1) | CA1081233A (en) |
| CS (2) | CS190549B2 (en) |
| DD (1) | DD124977A5 (en) |
| DK (1) | DK72476A (en) |
| ES (1) | ES445367A1 (en) |
| FR (1) | FR2301253A1 (en) |
| GB (1) | GB1477293A (en) |
| HU (1) | HU173756B (en) |
| IE (1) | IE42486B1 (en) |
| IL (1) | IL49080A (en) |
| LU (1) | LU74390A1 (en) |
| NL (1) | NL7601762A (en) |
| SE (1) | SE7601962L (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2177085A (en) * | 1985-06-18 | 1987-01-14 | Ici Plc | Fungicidal compounds and compositions |
| WO1991012005A1 (en) * | 1990-02-06 | 1991-08-22 | Pfizer Inc. | Neuroprotective 3-piperidino-4-hydroxychroman derivatives and analogs |
| EP0535496A1 (en) * | 1991-09-25 | 1993-04-07 | Hoechst-Roussel Pharmaceuticals Incorporated | (1-Indanon-2yl)methylpiperidines, intermediates and a process for their preparation and their use as medicaments |
| DE4140542A1 (en) * | 1991-12-09 | 1993-06-17 | Bayer Ag | PIPERDYLMETHYL SUBSTITUTED CHORMANDERIVATE |
| US5436255A (en) * | 1992-07-23 | 1995-07-25 | Pfizer Inc. | Method of treating diseases susceptable to treatment by blocking NMDA-receptors |
| BR9408506A (en) * | 1994-01-31 | 1997-08-05 | Pfizer | Neuroprotective compounds |
| CA2220649C (en) | 1996-12-03 | 2007-02-13 | F. Hoffmann-La Roche Ag | 4-hydroxy-piperidine derivatives |
| CA2556914A1 (en) | 2004-02-25 | 2005-09-09 | La Jolla Pharmaceutical Company | Amines and amides for the treatment of diseases |
| EP1726590A4 (en) * | 2004-03-05 | 2009-07-15 | Banyu Pharma Co Ltd | Cycloalkanopyridine derivative |
| CA2879589C (en) | 2012-07-27 | 2021-02-02 | Biogen Idec Ma Inc. | Compounds that are sip modulating agents and/or atx modulating agents |
| ES2643557T3 (en) | 2012-09-14 | 2017-11-23 | Supernus Pharmaceuticals, Inc. | Production procedures for molindone and its salts |
| EP3679012A1 (en) * | 2017-09-07 | 2020-07-15 | Taiwanj Pharmaceuticals Co., Ltd. | Benzene fused heterocyclic derivative and pharmaceutical composition comprising the same |
| CN115073435B (en) * | 2022-06-24 | 2023-11-28 | 西北大学 | Near infrared fluorescent probe for detecting hydrogen sulfide and preparation method thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2820817A (en) * | 1954-02-04 | 1958-01-21 | Mcneilab Inc | Oxygenated indan compounds and method of making the same |
| GB1140990A (en) * | 1967-05-05 | 1969-01-22 | Warner Lambert Pharmaceutical | Novel 1,2,3,4-tetrahydro-naphthalen-2-ones and a process for the preparation thereof |
| US3547923A (en) * | 1968-03-25 | 1970-12-15 | Bristol Myers Co | Piperazyl ethyl 7h-benzocycloheptenes |
| US3644372A (en) * | 1970-01-14 | 1972-02-22 | Mcneilab Inc | 1-(4-piperidyl) indenes |
| US3850935A (en) * | 1971-10-16 | 1974-11-26 | Sumitomo Chemical Co | Process for producing piperidine derivatives by degrading quaternary piperidinium salts |
| US3974212A (en) * | 1974-05-22 | 1976-08-10 | Merck & Co., Inc. | [1-Hydroximino-2,2-disubstituted-5-indanyloxy-(or thio)]alkanoic acids |
-
1976
- 1976-02-18 US US05/659,132 patent/US4016281A/en not_active Expired - Lifetime
- 1976-02-19 FR FR7604583A patent/FR2301253A1/en active Granted
- 1976-02-19 SE SE7601962A patent/SE7601962L/en unknown
- 1976-02-19 CS CS775289A patent/CS190549B2/en unknown
- 1976-02-19 CS CS761087A patent/CS190525B2/en unknown
- 1976-02-20 GB GB686076A patent/GB1477293A/en not_active Expired
- 1976-02-20 DD DD191390A patent/DD124977A5/xx unknown
- 1976-02-20 ES ES445367A patent/ES445367A1/en not_active Expired
- 1976-02-20 IE IE340/76A patent/IE42486B1/en unknown
- 1976-02-20 AT AT124376A patent/AT353270B/en not_active IP Right Cessation
- 1976-02-20 NL NL7601762A patent/NL7601762A/en not_active Application Discontinuation
- 1976-02-20 HU HU76ME1952A patent/HU173756B/en unknown
- 1976-02-20 DK DK72476*#A patent/DK72476A/en unknown
- 1976-02-20 LU LU74390A patent/LU74390A1/xx unknown
- 1976-02-22 IL IL49080A patent/IL49080A/en unknown
- 1976-02-23 CA CA246,346A patent/CA1081233A/en not_active Expired
- 1976-02-23 JP JP51020544A patent/JPS51110573A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IE42486B1 (en) | 1980-08-13 |
| HU173756B (en) | 1979-08-28 |
| IL49080A0 (en) | 1976-04-30 |
| CS190549B2 (en) | 1979-05-31 |
| SE7601962L (en) | 1976-08-23 |
| FR2301253B1 (en) | 1979-09-21 |
| US4016281A (en) | 1977-04-05 |
| NL7601762A (en) | 1976-08-24 |
| FR2301253A1 (en) | 1976-09-17 |
| IE42486L (en) | 1976-08-22 |
| ES445367A1 (en) | 1977-10-01 |
| DD124977A5 (en) | 1977-03-23 |
| LU74390A1 (en) | 1977-09-12 |
| CA1081233A (en) | 1980-07-08 |
| JPS51110573A (en) | 1976-09-30 |
| ATA124376A (en) | 1979-04-15 |
| IL49080A (en) | 1979-09-30 |
| CS190525B2 (en) | 1979-05-31 |
| DK72476A (en) | 1976-08-23 |
| AT353270B (en) | 1979-11-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |